Ethyl 2-aminothiazole-4-carboxylate → HCID 86686148, compound

HRID 869215Notes

Reaction equation

HRID 869215 reaction equation
Br[CH2:2][C:3]([C:5]1[N:6]=[N:7][C:8]([Cl:11])=[CH:9][CH:10]=1)=O.[CH2:12]([O:14][C:15]([C:17]1[N:18]=[C:19]([NH2:22])[S:20][CH:21]=1)=[O:16])[CH3:13]>CC(CC)=O>[Cl:11][C:8]1[N:7]=[N:6][C:5]([C:3]2[N:22]=[C:19]3[N:18]([CH:2]=2)[C:17]([C:15]([O:14][CH2:12][CH3:13])=[O:16])=[CH:21][S:20]3)=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 73216Ethyl 2-aminothiazole-4-carboxylateHCID 217020892-Bromo-1-(6-chloropyridazin-3-yl)ethanone

Product 1

HCID 86686148HCID 86686148, compoundYield 18%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Conditions

Temperature
90 °C

Procedure

To a 20 dram vial was added 2-bromo-1-(6-chloropyridazin-3-yl)ethanone (4.2 g, 18 mmol), ethyl-2-aminothiazole-4-carboxylate (3.1 g, 18 mmol), and methylethylketone (40 mL). The mixture was heated to 90° C. and stirred overnight. The reaction was then concentrated and purified by silica gel chromatography (EtOAc/hex) to afford 1.0 g of ethyl 6-(6-chloropyridazin-3-yl)imidazo[2,1-b]thiazole-3-carboxylate as a yellow solid.

Workup

  1. concentrationThe reaction was then concentrated
  2. custompurified by silica gel chromatography (EtOAc/hex)

Sources & evidence

ORD record
ord-2849ec06eb4943c39e0c3f143f49ab6e
Source dataset
uspto-grants-2015_03
Patent number
US08969346B2

Reaction notes

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